| 656248-83-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• CAS: 656248-83-8
• 化学式: C₅₁H₆₃N₇O₁₃
• 分子量: 982.1
• InChiKey: OZDCNNXGZLBGOI-YDAXCOIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  71.0
• 可旋转键数：
  28.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  280.88
• 氢给体数：
  4.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  、 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 (2S)-N-[(4S)-5-hydroxy-5-[(4S)-5-hydroxy-4-[[1-hydroxy-2-(5-octoxynaphthalen-1-yl)oxyethylidene]amino]-5-[(4S)-4-[[1-hydroxy-2-(5-octoxynaphthalen-1-yl)oxyethylidene]amino]-5-methoxy-5-oxopentyl]iminopentyl]imino-4-[[1-hydroxy-2-(6-octyl-1,3,5,7-tetraoxopyrrolo[3,4-f]isoindol-2-yl)ethylidene]amino]pentyl]-2-[[1-hydroxy-2-(6-octyl-1,3,5,7-tetraoxopyrrolo[3,4-f]isoindol-2-yl)ethylidene]amino]-4-methylpentanimidic acid
  参考文献：
  名称：

  Zipper-Featured δ-Peptide Foldamers Driven by Donor−Acceptor Interaction. Design, Synthesis, and Characterization

  摘要：

  Donor-acceptor interaction between electron-rich 1,5-dioxynaphthalene (DAN) and electron-deficient pyromellitic diimide (PDI) has been utilized to induce the formation of a new kind of zipper-featured delta-peptide foldamers. Seven L-ornithine-based delta-peptides 1a-g, in which one to three DNA and PDI units are incorporated to the two ends of the peptide backbones, respectively, have been designed and prepared by the standard liquid-phase synthetic method. H-1 NMR, LTV-vis, and fluorescent quenching studies reveal that all the delta-peptides adopt folding conformations in nonpolar chloroform and polar DMF as a result of intramolecular donor-acceptor interaction between the DAN and PDI units. The folding states become more compact for the peptide skeletons possessing more donor-acceptor interacting sites. Variable-temperature LTV-vis experiments indicate that, although the folding is a dynamic process, the folding state can remain even at 150degreesC in DMF. Circular dichroism (CD) investigations reveal that the new generation of delta-peptides have similar folding patterns. A zipper-featured folding motif has been proposed for the new generation of delta-peptide foldamers. Molecular modeling has generated two most stable folding states for the longest 6-peptide 1g, with an energy difference of 26.80 kcal/mol.

  DOI：

  10.1021/jo035149i
• 作为产物：
  描述：

  L-亮氨酸苄基酯 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 16.0h， 生成
  参考文献：
  名称：

  Zipper-Featured δ-Peptide Foldamers Driven by Donor−Acceptor Interaction. Design, Synthesis, and Characterization

  摘要：

  Donor-acceptor interaction between electron-rich 1,5-dioxynaphthalene (DAN) and electron-deficient pyromellitic diimide (PDI) has been utilized to induce the formation of a new kind of zipper-featured delta-peptide foldamers. Seven L-ornithine-based delta-peptides 1a-g, in which one to three DNA and PDI units are incorporated to the two ends of the peptide backbones, respectively, have been designed and prepared by the standard liquid-phase synthetic method. H-1 NMR, LTV-vis, and fluorescent quenching studies reveal that all the delta-peptides adopt folding conformations in nonpolar chloroform and polar DMF as a result of intramolecular donor-acceptor interaction between the DAN and PDI units. The folding states become more compact for the peptide skeletons possessing more donor-acceptor interacting sites. Variable-temperature LTV-vis experiments indicate that, although the folding is a dynamic process, the folding state can remain even at 150degreesC in DMF. Circular dichroism (CD) investigations reveal that the new generation of delta-peptides have similar folding patterns. A zipper-featured folding motif has been proposed for the new generation of delta-peptide foldamers. Molecular modeling has generated two most stable folding states for the longest 6-peptide 1g, with an energy difference of 26.80 kcal/mol.

  DOI：

  10.1021/jo035149i